#------------------------------------------------------------------------------
#$Date: 2020-11-06 13:13:51 +0100 (vie 06 de nov de 2020) $
#$Revision: 258836 $
#$URL: svn://www.crystallography.net/cod/cif/7/70/55/7705561.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7705561
loop_
_publ_author_name
'Rösch, Andreas'
'Herzog, Christoph M.'
'Schreiner, Simon H. F.'
'Görls, Helmar'
'Kretschmer, Robert'
_publ_section_title
;
 Ditopic bis(N,N',N'-substituted 1,2-ethanediamine)
 ligands: synthesis and coordination chemistry.
;
_journal_issue                   39
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              13818
_journal_page_last               13828
_journal_paper_doi               10.1039/d0dt03124k
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'C18 H36 Al2 N4'
_chemical_formula_sum            'C18 H36 Al2 N4'
_chemical_formula_weight         362.47
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2020-08-31 deposited with the CCDC.	2020-09-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 117.329(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.2404(3)
_cell_length_b                   14.7403(3)
_cell_length_c                   12.6651(4)
_cell_measurement_reflns_used    12578
_cell_measurement_temperature    133(2)
_cell_measurement_theta_max      74.372
_cell_measurement_theta_min      3.758
_cell_volume                     2195.92(12)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    SHELXTL/PC
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      133(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type  'Xcalibur, AtlasS2, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_av_unetI/netI     0.0247
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            12578
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.372
_diffrn_reflns_theta_min         3.758
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    1.234
_exptl_absorpt_correction_T_max  0.977
_exptl_absorpt_correction_T_min  0.951
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
; 
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015) 
Numerical absorption correction based on gaussian integration over 
   a multifaceted crystal model 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.096
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.102
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.092
_refine_diff_density_max         0.221
_refine_diff_density_min         -0.186
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         4365
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0393
_refine_ls_R_factor_gt           0.0336
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0527P)²+0.4324P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0925
_refine_ls_wR_factor_ref         0.0976
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3807
_reflns_number_total             4365
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0dt03124k2.cif
_cod_data_source_block           FO7256_1jAlH2
_cod_depositor_comments
'Adding full bibliography for 7705549--7705563.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7705561
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;
_shelx_estimated_absorpt_t_min   0.884
_shelx_estimated_absorpt_t_max   0.895
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Al1 Al 0.95215(3) 0.33695(3) 0.50059(4) 0.03096(12) Uani 1 1 d . . . . .
Al2 Al 0.53411(3) 0.53787(3) 0.76715(4) 0.03322(12) Uani 1 1 d . . . . .
N1 N 0.91114(8) 0.20888(8) 0.44628(9) 0.0277(2) Uani 1 1 d . . . . .
N2 N 0.82251(9) 0.34095(7) 0.52065(10) 0.0290(2) Uani 1 1 d . . . . .
N3 N 0.57446(9) 0.46018(8) 0.67866(10) 0.0321(3) Uani 1 1 d . . . . .
N4 N 0.40660(9) 0.45312(8) 0.74194(10) 0.0330(3) Uani 1 1 d . . . . .
C1 C 0.78392(10) 0.21573(9) 0.38684(12) 0.0304(3) Uani 1 1 d . . . . .
H1A H 0.750044 0.154299 0.367631 0.037 Uiso 1 1 calc R U . . .
H1AB H 0.757290 0.250312 0.311780 0.037 Uiso 1 1 calc R U . . .
C2 C 0.74690(10) 0.26342(9) 0.46971(12) 0.0297(3) Uani 1 1 d . . . . .
H2A H 0.667104 0.284086 0.425154 0.036 Uiso 1 1 calc R U . . .
H2AB H 0.752598 0.221623 0.533405 0.036 Uiso 1 1 calc R U . . .
C3 C 0.79293(10) 0.40657(9) 0.57953(11) 0.0270(3) Uani 1 1 d . . . . .
C4 C 0.86012(11) 0.48550(9) 0.61906(12) 0.0301(3) Uani 1 1 d . . . . .
H4A H 0.924982 0.492632 0.606277 0.036 Uiso 1 1 calc R U . . .
C5 C 0.83100(11) 0.55240(9) 0.67649(12) 0.0323(3) Uani 1 1 d . . . . .
H5 H 0.876359 0.605618 0.702145 0.039 Uiso 1 1 calc R U . . .
C6 C 0.73800(12) 0.54436(9) 0.69779(12) 0.0325(3) Uani 1 1 d . . . . .
H6 H 0.720870 0.591147 0.738646 0.039 Uiso 1 1 calc R U . . .
C7 C 0.66848(11) 0.46646(9) 0.65871(12) 0.0288(3) Uani 1 1 d . . . . .
C8 C 0.69786(10) 0.39860(9) 0.60024(11) 0.0277(3) Uani 1 1 d . . . . .
H8 H 0.652073 0.345639 0.573851 0.033 Uiso 1 1 calc R U . . .
C9 C 0.49677(11) 0.38431(10) 0.62650(14) 0.0347(3) Uani 1 1 d . . . . .
H9A H 0.528981 0.328513 0.673557 0.042 Uiso 1 1 calc R U . . .
H9AB H 0.484037 0.373419 0.544172 0.042 Uiso 1 1 calc R U . . .
C10 C 0.38532(11) 0.40881(10) 0.62691(13) 0.0350(3) Uani 1 1 d . . . . .
H10A H 0.341568 0.450620 0.560184 0.042 Uiso 1 1 calc R U . . .
H10B H 0.339430 0.353222 0.615311 0.042 Uiso 1 1 calc R U . . .
C11 C 0.94986(12) 0.17749(11) 0.35809(13) 0.0365(3) Uani 1 1 d . . . . .
H11A H 0.909184 0.212636 0.283707 0.044 Uiso 1 1 calc R U . . .
H11B H 0.929142 0.112844 0.339263 0.044 Uiso 1 1 calc R U . . .
C12 C 1.07719(13) 0.18800(12) 0.40243(16) 0.0454(4) Uani 1 1 d . . . . .
H12A H 1.096564 0.170614 0.339243 0.068 Uiso 1 1 calc R U . . .
H12B H 1.118050 0.148828 0.471724 0.068 Uiso 1 1 calc R U . . .
H12C H 1.099005 0.251332 0.424887 0.068 Uiso 1 1 calc R U . . .
C13 C 0.95264(11) 0.14780(10) 0.55268(12) 0.0325(3) Uani 1 1 d . . . . .
H13A H 0.941642 0.179285 0.615685 0.039 Uiso 1 1 calc R U . . .
H13B H 1.035378 0.138543 0.582901 0.039 Uiso 1 1 calc R U . . .
C14 C 0.89612(13) 0.05550(10) 0.53229(15) 0.0409(3) Uani 1 1 d . . . . .
H14A H 0.935621 0.018225 0.603777 0.061 Uiso 1 1 calc R U . . .
H14B H 0.899782 0.025649 0.464988 0.061 Uiso 1 1 calc R U . . .
H14C H 0.816449 0.062989 0.514924 0.061 Uiso 1 1 calc R U . . .
C15 C 0.44700(13) 0.38540(12) 0.84200(15) 0.0452(4) Uani 1 1 d . . . . .
H15A H 0.469241 0.418910 0.917195 0.054 Uiso 1 1 calc R U . . .
H15B H 0.516179 0.355535 0.847381 0.054 Uiso 1 1 calc R U . . .
C16 C 0.36289(18) 0.31226(15) 0.8327(2) 0.0681(6) Uani 1 1 d . . . . .
H16A H 0.397815 0.271954 0.901801 0.102 Uiso 1 1 calc R U . . .
H16B H 0.341538 0.277084 0.759904 0.102 Uiso 1 1 calc R U . . .
H16C H 0.294911 0.340445 0.830547 0.102 Uiso 1 1 calc R U . . .
C17 C 0.29985(12) 0.50045(11) 0.72482(13) 0.0383(3) Uani 1 1 d . . . . .
H17A H 0.239554 0.454639 0.707341 0.046 Uiso 1 1 calc R U . . .
H17B H 0.274351 0.541256 0.655188 0.046 Uiso 1 1 calc R U . . .
C18 C 0.31478(15) 0.55545(14) 0.83222(15) 0.0522(4) Uani 1 1 d . . . . .
H18A H 0.244801 0.589268 0.813296 0.078 Uiso 1 1 calc R U . . .
H18B H 0.377996 0.598066 0.853578 0.078 Uiso 1 1 calc R U . . .
H18C H 0.331179 0.514576 0.899181 0.078 Uiso 1 1 calc R U . . .
H1 H 0.9433(15) 0.3869(13) 0.3898(17) 0.049(5) Uiso 1 1 d . . . . .
H2 H 1.0641(15) 0.3372(12) 0.6137(17) 0.047(5) Uiso 1 1 d . . . . .
H3 H 0.4822(15) 0.6305(13) 0.7175(17) 0.047(5) Uiso 1 1 d . . . . .
H4 H 0.6161(16) 0.5443(13) 0.9012(18) 0.056(5) Uiso 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Al Al 0.2130 0.2455 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Al1 N1 87.40(5) . . ?
N2 Al1 H1 115.0(7) . . ?
N1 Al1 H1 104.1(7) . . ?
N2 Al1 H2 115.9(7) . . ?
N1 Al1 H2 108.7(7) . . ?
H1 Al1 H2 119.4(10) . . ?
N3 Al2 N4 88.51(5) . . ?
N3 Al2 H3 120.4(7) . . ?
N4 Al2 H3 107.7(7) . . ?
N3 Al2 H4 117.0(7) . . ?
N4 Al2 H4 109.2(7) . . ?
H3 Al2 H4 110.7(10) . . ?
C13 N1 C11 111.99(10) . . ?
C13 N1 C1 110.81(10) . . ?
C11 N1 C1 109.63(10) . . ?
C13 N1 Al1 109.18(8) . . ?
C11 N1 Al1 114.59(9) . . ?
C1 N1 Al1 100.04(8) . . ?
C3 N2 C2 118.63(10) . . ?
C3 N2 Al1 127.39(9) . . ?
C2 N2 Al1 113.96(8) . . ?
C7 N3 C9 118.44(11) . . ?
C7 N3 Al2 127.29(9) . . ?
C9 N3 Al2 114.27(9) . . ?
C17 N4 C10 108.52(10) . . ?
C17 N4 C15 112.16(11) . . ?
C10 N4 C15 111.37(12) . . ?
C17 N4 Al2 113.71(10) . . ?
C10 N4 Al2 101.24(8) . . ?
C15 N4 Al2 109.35(9) . . ?
N1 C1 C2 109.18(10) . . ?
N1 C1 H1A 109.8 . . ?
C2 C1 H1A 109.8 . . ?
N1 C1 H1AB 109.8 . . ?
C2 C1 H1AB 109.8 . . ?
H1A C1 H1AB 108.3 . . ?
N2 C2 C1 107.11(10) . . ?
N2 C2 H2A 110.3 . . ?
C1 C2 H2A 110.3 . . ?
N2 C2 H2AB 110.3 . . ?
C1 C2 H2AB 110.3 . . ?
H2A C2 H2AB 108.5 . . ?
N2 C3 C8 122.85(12) . . ?
N2 C3 C4 118.68(11) . . ?
C8 C3 C4 118.47(12) . . ?
C5 C4 C3 119.55(12) . . ?
C5 C4 H4A 120.2 . . ?
C3 C4 H4A 120.2 . . ?
C4 C5 C6 122.07(12) . . ?
C4 C5 H5 119.0 . . ?
C6 C5 H5 119.0 . . ?
C5 C6 C7 119.84(13) . . ?
C5 C6 H6 120.1 . . ?
C7 C6 H6 120.1 . . ?
N3 C7 C8 122.71(12) . . ?
N3 C7 C6 119.16(12) . . ?
C8 C7 C6 118.12(12) . . ?
C7 C8 C3 121.95(12) . . ?
C7 C8 H8 119.0 . . ?
C3 C8 H8 119.0 . . ?
N3 C9 C10 107.48(11) . . ?
N3 C9 H9A 110.2 . . ?
C10 C9 H9A 110.2 . . ?
N3 C9 H9AB 110.2 . . ?
C10 C9 H9AB 110.2 . . ?
H9A C9 H9AB 108.5 . . ?
N4 C10 C9 110.88(11) . . ?
N4 C10 H10A 109.5 . . ?
C9 C10 H10A 109.5 . . ?
N4 C10 H10B 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 108.1 . . ?
N1 C11 C12 113.18(12) . . ?
N1 C11 H11A 108.9 . . ?
C12 C11 H11A 108.9 . . ?
N1 C11 H11B 108.9 . . ?
C12 C11 H11B 108.9 . . ?
H11A C11 H11B 107.8 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N1 C13 C14 115.91(12) . . ?
N1 C13 H13A 108.3 . . ?
C14 C13 H13A 108.3 . . ?
N1 C13 H13B 108.3 . . ?
C14 C13 H13B 108.3 . . ?
H13A C13 H13B 107.4 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N4 C15 C16 116.24(14) . . ?
N4 C15 H15A 108.2 . . ?
C16 C15 H15A 108.2 . . ?
N4 C15 H15B 108.2 . . ?
C16 C15 H15B 108.2 . . ?
H15A C15 H15B 107.4 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N4 C17 C18 113.13(12) . . ?
N4 C17 H17A 109.0 . . ?
C18 C17 H17A 109.0 . . ?
N4 C17 H17B 109.0 . . ?
C18 C17 H17B 109.0 . . ?
H17A C17 H17B 107.8 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Al1 N2 1.8479(11) . ?
Al1 N1 1.9973(12) . ?
Al1 H1 1.541(19) . ?
Al1 H2 1.516(18) . ?
Al2 N3 1.8445(12) . ?
Al2 N4 2.0044(13) . ?
Al2 H3 1.528(19) . ?
Al2 H4 1.54(2) . ?
N1 C13 1.4995(17) . ?
N1 C11 1.5000(17) . ?
N1 C1 1.5000(15) . ?
N2 C3 1.3832(17) . ?
N2 C2 1.4599(16) . ?
N3 C7 1.3824(17) . ?
N3 C9 1.4564(18) . ?
N4 C17 1.4999(17) . ?
N4 C10 1.5006(18) . ?
N4 C15 1.5054(18) . ?
C1 C2 1.5194(18) . ?
C1 H1A 0.9900 . ?
C1 H1AB 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2AB 0.9900 . ?
C3 C8 1.4037(17) . ?
C3 C4 1.4095(18) . ?
C4 C5 1.381(2) . ?
C4 H4A 0.9500 . ?
C5 C6 1.381(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.4116(19) . ?
C6 H6 0.9500 . ?
C7 C8 1.4017(19) . ?
C8 H8 0.9500 . ?
C9 C10 1.5215(18) . ?
C9 H9A 0.9900 . ?
C9 H9AB 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.521(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.517(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.515(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.517(2) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
